Reaktion #51720

ord-b6a0b864235042f99a35593d3de787e0

Reaktionsgleichung

CC#N
acetonitrile
Cc1ncsc1C=O
4-methyl-5-thiazolecarbaldehyde
CC(C)C(=O)C[As+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
(3-methyl-2-oxobutyl)triphenylarsonium bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
Cc1ncsc1C=CC(=O)C(C)C
title compound
Cc1ncsc1C=CC(=O)C(C)C
4-Methyl-1-(4-methyl-thiazol-5-yl)-pent-1-en-3-one

Edukte

CC#N
acetonitrile
Cc1ncsc1C=O
4-methyl-5-thiazolecarbaldehyde
CC(C)C(=O)C[As+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
(3-methyl-2-oxobutyl)triphenylarsonium bromide
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagenzien

Keine

Lösungsmittel

O
H2O

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe title compound was prepared
  2. 2
    WaschenChromatography of the residue, eluting with 3:1 hexane

Vorschrift

The title compound was prepared as described in General Method 1 using 1.4 g (11.0 mmol) of 4-methyl-5-thiazolecarbaldehyde (Example A-12), 6.2 g (13.1 mmol) of (3-methyl-2-oxobutyl)triphenylarsonium bromide, 1.8 g (13.1 mmol) of potassium carbonate, 75 mL of acetonitrile, and 0.75 mL of H2O. Chromatography of the residue, eluting with 3:1 hexane:EtOAc gave the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06852711B2uspto-grants-2005_02